Rhodium-Catalyzed Site-Selective Coupling of Indoles with Diazo Esters: C4-Alkylation versus C2-Annulation,Organic Letters

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Rhodium-Catalyzed Site-Selective Coupling of Indoles with Diazo Esters: C4-Alkylation versus C2-Annulation
Organic Letters ( IF 4.9 ) Pub Date : 2017-11-07 00:00:00 , DOI: 10.1021/acs.orglett.7b03099
Xiaohong Chen _{1,

2} , Guangfan Zheng ₁ , Yunyun Li ₁ , Guoyong Song ₂ , Xingwei Li ₁

Affiliation

A Rh(III)-catalyzed site-selective C–H activation of C(3)-functionalized indoles in a coupling with diazo esters has been realized with carbonyl as a weakly coordinating group. The coupling selectivity is dictated by the temperature and additives, affording either C4-alkylated indoles or C2-annulated lactones in moderate to excellent efficiency.

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